A crowded beach with people sunbathing and swimming.

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Southwest Florida villas

A white door with a keypad lock and a doormat with "WELCOME" written on it.

1. Cozy Lehigh Extended Stay

Cozy Lehigh Extended Stay
3.5 star property
Lehigh Acres
The price is €169
includes taxes & fees
1 Sept - 2 Sept
Cozy Lehigh Extended Stay
A beachside area with colorful beach houses, a dock, and a sandy beach.

2. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (296 reviews)
"So cute and clean nice dock to sit and relax or fish. Kayaks available to use free as well with life jackets paddles, etc. well equipped rental we can’t wait to go again! Great communication with hosts."
United States
Lori
The price is €192
includes taxes & fees
1 Sept - 2 Sept
Matlacha Tiny Village
A residential house with a well-maintained lawn, palm trees, and a garage.

3. Relax with privacy! Villa in Bonita Springs! Modern, huge pool!

Relax with privacy! Villa in Bonita Springs! Modern, huge pool!
Bonita Springs
10.0 out of 10, Exceptional, (126 reviews)
"Wonderful home to stay in while visiting FL. "
United States
Jessica M.
The price is €519
includes taxes & fees
9 Sept - 10 Sept
Relax with privacy! Villa in Bonita Springs! Modern, huge pool!

4. Stunning Luxury villa Sandpiper across the street from the beach!

Stunning Luxury villa Sandpiper across the street from the beach!
East End
9.0 out of 10, Wonderful, (51 reviews)
The price is €446
includes taxes & fees
1 Sept - 2 Sept
Stunning Luxury villa Sandpiper across the street from the beach!
A covered outdoor swimming pool with lounge chairs and string lights.

5. Sunset Lanai & Screened Pool · Waterfront Views

Sunset Lanai & Screened Pool · Waterfront Views
Caloosahatchee
10.0 out of 10, Exceptional, (5 reviews)
"Everything inside the house was brand new and clean and it was perfect for our family of four. We had our dog so the dog door going out to the pool area was absolutely huge. Great place!"
United States
Melissa R.
The price is €578
includes taxes & fees
1 Sept - 2 Sept
Sunset Lanai & Screened Pool · Waterfront Views
A wooden deck with outdoor seating overlooking a lake, surrounded by dense greenery.

6. River Wilderness Waterfront Cabins

River Wilderness Waterfront Cabins
2.5 star property
Everglades City
8.6 out of 10, Excellent, (297 reviews)
"Great stay!"
United States
Quentin
The price is €225
includes taxes & fees
1 Sept - 2 Sept
River Wilderness Waterfront Cabins
A covered patio with a pool table, chairs, and a ceiling fan.

7. Superb Holiday Villa w/pool in Bonita Springs

Superb Holiday Villa w/pool in Bonita Springs
Bonita Shores
9.4 out of 10, Exceptional, (3 reviews)
"Great property, closer to the beach then expected! Would book again"
Canada
Steve S.
The price is €511
includes taxes & fees
7 Sept - 8 Sept
Superb Holiday Villa w/pool in Bonita Springs
A covered swimming pool with blue tiles, surrounded by lounge chairs and red chairs, and a view of trees and sky.

8. Waterfront Pool Villa with Sail Boat access to the Gulf

Waterfront Pool Villa with Sail Boat access to the Gulf
Caloosahatchee
9.6 out of 10, Exceptional, (15 reviews)
"We had an excellent stay. The property was clean, comfortable, and well maintained, and everything met our expectations. My group had an amazing time, and we truly appreciated the hospitality throughout our visit. Overall, it was a very positive experience, and we would gladly stay again."
United States
Alejandro
The price is €596
includes taxes & fees
1 Sept - 2 Sept
Waterfront Pool Villa with Sail Boat access to the Gulf
An outdoor patio area with a seating arrangement, a hammock, and a view of a grassy yard and trees.

9. Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
Oakland Hills
9.8 out of 10, Exceptional, (78 reviews)
"Nice stay in good location"
United States
John W.
The price is €293
includes taxes & fees
1 Sept - 2 Sept
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
A two-story house with a garage, a front door, and a small front yard with plants.

10. Fenced Yard & Pool · BBQ & Kayaks

Fenced Yard & Pool · BBQ & Kayaks
Hancock
9.2 out of 10, Wonderful, (23 reviews)
"House was very clean Well stocked "
United States
Paul S.
The price is €666
includes taxes & fees
1 Sept - 2 Sept
Fenced Yard & Pool · BBQ & Kayaks
A sunlit balcony with a round glass table and wicker chairs, overlooking a well-maintained lawn and a house in the background.

11. Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA

Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
Sarasota
9.6 out of 10, Exceptional, (25 reviews)
The price is €365
includes taxes & fees
30 Sept - 1 Oct
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
A covered patio area with a pool, outdoor seating, and a view of the surrounding greenery.

12. Charming 4-bedroom plus den villa with pool and spa near the beach and downtown.

Charming 4-bedroom plus den villa with pool and spa near the beach and downtown.
Central Naples
10.0 out of 10, Exceptional, (14 reviews)
"Loved our stay! Pool and hot tub were warm, house was clean, room for all 8 of us to be in beds. Great location!!! "
United States
Shelli M.
The price is €455
includes taxes & fees
1 Sept - 2 Sept
Charming 4-bedroom plus den villa with pool and spa near the beach and downtown.

13. Turtle Cay at The Beach Shack! Come On Down!

Turtle Cay at The Beach Shack! Come On Down!
Manasota Key
10.0 out of 10, Exceptional, (47 reviews)
"Yes everything was great had a wonderful time "
United States
Melinda M.
The price is €316
includes taxes & fees
10 Sept - 11 Sept
Turtle Cay at The Beach Shack! Come On Down!
A serene lakeside setting with large trees and a white gazebo.

14. Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly

Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
Bradenton
9.8 out of 10, Exceptional, (28 reviews)
"The host was welcoming, and the amenities were great. We liked staying in that part of town."
United States
Perry W.
The price is €259
includes taxes & fees
30 Sept - 1 Oct
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
An indoor swimming pool with a hot tub, surrounded by a glass enclosure with a view of a grassy yard and trees.

15. La Finca... Beautiful Countryside Home

La Finca... Beautiful Countryside Home
Naples
8.6 out of 10, Excellent, (12 reviews)
"Great communication and welcoming "
United States
Chris R.
The price is €545
includes taxes & fees
10 Sept - 11 Sept
La Finca... Beautiful Countryside Home
A bicycle parked outside a building with a 'Hello' mat at the entrance.

16. [Beach Elements] pool view withprivate beach access

[Beach Elements] pool view withprivate beach access
Siesta Key
9.4 out of 10, Exceptional, (39 reviews)
"The space was clean and well-equipped, and the host was easily reachable and responded quickly when I asked a question. The private beach access was nice. I would stay here again. "
United States
Natalie M.
The price is €219
includes taxes & fees
1 Sept - 2 Sept
[Beach Elements] pool view withprivate beach access
A residential area with a pond, palm trees, and houses with sloped roofs.

17. Waterview Vacation Retreat Close To Ocean

Waterview Vacation Retreat Close To Ocean
Oakland Hills
10.0 out of 10, Exceptional, (18 reviews)
"The property was great for 3 adults on a golf trip."
United States
Lisa D.
The price is €319
includes taxes & fees
1 Sept - 2 Sept
Waterview Vacation Retreat Close To Ocean
A covered patio with a table and chairs, a stone floor, and a view of a residential street and greenery.

18. AUTUMN SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi

AUTUMN SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi
Sarasota
9.4 out of 10, Exceptional, (51 reviews)
"The condo is beautifully furnished and equipped with everything we needed. It was very comfortable and we would definitely stay there again."
United States
Sharon M.
The price is €422
includes taxes & fees
1 Sept - 2 Sept
AUTUMN SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi
A modern house with a glass-enclosed porch, surrounded by a well-maintained lawn and a stone border.

19. Bonita Beach Waterfront Paradise

Bonita Beach Waterfront Paradise
Bonita Springs
8.8 out of 10, Excellent, (8 reviews)
"Super location. Easy easy walk to beach. Great place for us and 3 kids w their spouses to stay. "
United States
Chad C.
The price is €811
includes taxes & fees
2 Sept - 3 Sept
Bonita Beach Waterfront Paradise
A residential property with a paved driveway leading to a garage, surrounded by palm trees and a well-maintained lawn.

20. Lake Marlin Villa 2

Lake Marlin Villa 2
Englewood East
10.0 out of 10, Exceptional, (16 reviews)
"House was very clean and the location was just what we were looking for. "
United States
Maria K.
The price is €194
includes taxes & fees
1 Sept - 2 Sept
Lake Marlin Villa 2
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Southwest Florida Hotel Reviews

Great Wolf Lodge Naples

Great Wolf Lodge Naples

10/10 Excellent
"Es sencillamente espectacular"
Yohanka 2-night trip
Posted less than an hour ago
Great Wolf Lodge Naples

Find out more about Southwest Florida

Southwest Florida Villas information

Number of reviews
999
Accommodation
64 Villas
Lowest Price
€169
Highest Price
€811

Frequently asked questions

How much do villas in Southwest Florida cost?
Prices for villas in Southwest Florida range between €169 and €811 per night. Whatever your budget, you'll find something that fits your needs on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Southwest Florida?
Take your pick of 64 villas in Southwest Florida. Whether you're getting away with the kids or your favourite friends, and wherever you're venturing, Expedia makes it a cinch to find the ideal space.
Why book your villa in Southwest Florida with Expedia?
We think arranging a holiday shouldn't be complicated, so if you're in search of villas at an affordable price, Expedia delivers. Stick to the budget and opt for an all-inclusive stay, or splurge on a 5-star villa to treat your sweetheart. Our handy filters make it easy to find a place in Southwest Florida that checks your boxes.
How can I find cheap villas in Southwest Florida?
Expedia is here to help you locate cheap villas in Southwest Florida. Use the filter tool to choose amenities, star rating and budget to refine your search and find the perfect stay in a matter of clicks.
What is there to do near my villa in Southwest Florida?
The most important travel accessory for your Southwest Florida getaway is a fabulous itinerary! Henry B. Plant Museum, Orpheum Theatre and David A. Straz Jr. Centre for the Performing Arts are some of the top things to do if you're staying in Tampa. Sarasota also lures travellers with its superb attractions, such as Sarasota BayWalk. Want to explore more? Carve out some time for Ed Smith Stadium and Robert L. Taylor Community Complex too.

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